Shemales Porn Stories
Page 68

Her first shemale

It was no secret to me that my girl was bi; we had talked about it and I encouraged her to express and explore her bi side. When I managed to get us a date with a hot girl, I decided to keep it a secret.
I took my girl to a nice dinner, and while being seated our date for the night showed up and introduced herself- her name was Ann. We had a nice dinner, and on our way back I asked the girls to sit on the back seat. Ann was not shy, and neither was my girl, so before I knew it Ann had her hand up my girl’s skirt and they were kissing hard. By the time we got home, my girl was already wet and... Continue»
Posted by angelslover 1 year ago  |  Categories: Anal, First Time, Shemales  |  Views: 2132  |  
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Him and I

The early morning light came through the window as the sun gently rose to bring the day of all days.

Today was the day when I would meet the man of my dreams, that big beautiful stud, oh I had waited so long for this.

I would start with a nice long soak in the tub and apply all the skin softeners, also to repeatedly shave my entire body so as to be girly smooth. My long blonde hair now down to my shoulders with a hint of streak in it was soft and silky.

When I was washed and powdered I began laying out my clothes for the day, a black pushup bra to help enhance my pert breasts along wi... Continue»
Posted by frswriter 1 year ago  |  Categories: Shemales  |  Views: 939  |  
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Ladyboy in a Whore House

I was born a “hermaphrodite” and I had B cup
tits when I was very young.
I was skinny so they looked BIG.

This story is from Pms I sent to SuperSatin
I was a prostitute when I was very1 3young for
a rich perverts' club.
So here's a collection of Pms that add up to
a story.


There was a client who liked me to suck him off
again and again.
he could cum 5 or 6 times. sometimes more.
I know he limped the next day!!

He fucked me too, rested then cummed
again and again.
Another client liked to cum on my face.
he'd feel up my naked body then play with himself
i'd kneel o
... Continue»
Posted by Utubeslut 1 year ago  |  Categories: Fetish, Lesbian Sex, Shemales  |  Views: 1338  |  
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MY SYBIAN

I have had my eye on the Sybian for about a year now. I watched a blonde sort of curvy girl use it once & they way she was convulsing made me envious of the toy. I really enjoyed watching her ride it, I could genuinely tell that she was getting off incredibly hard. Her screams alone made me hard. I finally decided to buy one and give it a test run. When it first arrived at the door & went running like a k** in a candy store. I practically ripped the packing to shreds, lol. When I opened it up I realized that they had sent all the attachments that I had requested. There must be 10 different att... Continue»
Posted by cocklover47 1 year ago  |  Categories: Gay Male, Shemales  |  Views: 1122  |  
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My first time with a TS woman, the next morning

After sucking my new ts girlfriend and holding her close on the couch, we spent the night sl**ping together.

I woke with her in my arms. We were sl**ping on our sides and face to face. Her body felt so nice and warm against mine. Then I noticed that she was hard. Her cock was hard and hot and pressed against my cock.

I reached down between our legs and started to stroke her hard cock. Soon she woke in my arms and kissed me while I stroked her. She enjoyed my attention for a while then suddenly she jumped out of the bed and grabbed my hand. She pulled me to the bathroom and into the showe... Continue»
Posted by tsLove888 1 year ago  |  Categories: Anal, First Time, Shemales  |  Views: 1963  |  
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Becommming Alanna - Part 4

There I was. On my knees. My lipstick smudged, my chin glazed, my belly full of semen. I didn’t know what to do. Mike just sat there and smoked, staring at me with his evil eyes… some time passed. I stayed on my knees. The silence was deafening but I was still loaded with d**gs and my spirit was limp, my will was flaccid. I fell from my knees onto the cold floor and just lay there. My face still only slightly glazed with the semen of the two 18 year old boys who had just ****d my mouth. My tongue was covered in a film, spit, ball sweat, and cum. My mouth tingled with the slightly electric tast... Continue»
Posted by KristyQuinn 1 year ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 935  |  
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Nipples are a gurls best friend


One night I happened upon a website that sold nipples clamps and thought to myself that must feel pretty sexy. Then I saw it... nipple pumps! My curiosity got the better of me and soon I had the mighty credit card out and had ordered some. It was a long 2 weeks before their arrival, and as soon as I was home I had the box open.

I put one pump on, then the second one and pulled on the bulb to create some suction on my nipples. OMG! these things work! My nipples immediately felt like they were being pinched, and pulled on, which I must admit felt really sexy.

Over the course of the wee... Continue»
Posted by thereal_raavii 1 year ago  |  Categories: Fetish, Shemales  |  Views: 1122  |  
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THE EVIL PLANT AND ITS SpORS AND PODS


In a fare off land there was a docter named jessie who was working on plantes and how they mate his black female partner named christal said the plant ready.
jessie said put it on the gama radition then flip the switch the room glowed green then christal said it diudnt work jessie replyed dam so close.
christal was sad and worryed that it might never work and jessie will be discharged from his work so she stayed up late trying to figrt out wat went wrong.
when all of a sudden the plant started to grow and grow then she looked up and it was huge it didnt seem to do any thing els but sit th... Continue»
Posted by gothicslave 1 year ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 297  |  
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Part 9 After the adult book store

As i sat down in the chair i could fell my like i was going to pass out. I did not think like anything like that would happen to me and that my uncle would have made me do those kinds of nasty things at the adult book store. I knew than that he was a nasty man and that I had no chose but to do as he told me to do because if i did not do as he said that he would tell on me.

Rose came over and had a wash cloth with her and a pan of warm water. She took off my wig and than began to clean up my face of all the cum with the now wet warm wash cloth. She asked me if I was ok and i told her that m... Continue»
Posted by suecd58 1 year ago  |  Categories: Shemales  |  Views: 904  |  
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First pair of nylons

When I was working at a machine shop I had to stand all day and my legs would ache at night.

My wife told me she was talking to a friend that was a nurse about it and she told her she should buy me some support hose.

So one day when I was getting out of the shower and getting ready for work my wife handed me a pair of womans panty hose. I asked what that was about, a little freaked out - wondering if one of my old school buddies may had said something about how we used to jack off together and this was a cruel joke.

My wife then told me about the advice she had been given and sh... Continue»
Posted by miguym4m 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1339  |  
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My first encounter with a shemale!

I am a straight guy who had never strayed before.. however i had been having urges over shemales and started wanking to shemale porn every now an again online. i have always been interested with my ass being explored but i never found men attractive. with shemales it was different. they are beautiful, slender but also filthy at the same time. it seemed perfect

i had planned a europe tour some years ago and my first stop was amsterdam. after a few hours of roaming the red light district i was very horny and i soon found the 'blue doors'

in one of the doors was a gorgeous shemale from braz... Continue»
Posted by onceuponanas 1 year ago  |  Categories: Anal, First Time, Shemales  |  Views: 3744  |  
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xdresser roxxi,s mistress is my wifes s****r

For a long time now i have wanted to see a mistress but as i am married its hard to get the money to pay for the services of a professional so i have not been able to fullfill my fantasy that was until last week. The adult store i go to to get all my sex toys has a billboard and people put up a picture and what they are into sexually .Its basically so like minded people can meet to explore there sexuallity . I went home took some sexy pics wrote out my add and my email so people can contact me .In my add i described what im into and ... Continue»
Posted by foxxiroxxi 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1379  |  
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Me and my bestfriend Jake part 2

Sorry for the part 1 guys I accidentally press post and I din know how to edit but anyways here's the part two hope you like it.


Jake said he was really sorry for what happen. I was a bit mad because of he said that. I thought he liked me so I ask him "Jake, do you really like me or you just made me feel better about what happened with nick? Jake drove and no words came out of his mouth not even a nodd. I was dissappointed I thought to myself I will never ever do this stupid things I did to Jake I won't be close to him like I was before. Although I was still thinking about what we did i... Continue»
Posted by dianneforbes16 1 year ago  |  Categories: Shemales  |  Views: 603  |  
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Me and my bestfriend Jake part 2

Sorry for the part 1 guys I accidentally press post and I din know how to edit but anyways here's the part two hope you like it.


Jake said he was really sorry for what happen. I was a bit mad because of he said that. I thought he liked me so I ask him "Jake, do you really like me or you just made me feel better about what happened with nick? Jake drove and no words came out of his mouth not even a nodd. I was dissappointed I thought to myself I will never ever do this stupid things I did to Jake I won't be close to him like I was before. Although I was still thinking about what we did i... Continue»
Posted by dianneforbes16 1 year ago  |  Categories: Shemales  |  Views: 250  |  
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The dark elavator

I was working on a inportent computer tech.
when this women send me a pc to pc message with a picture of a women say want to tast me baby.
i look up and she says well how about it and winks i goto get lunch so i goto the elevator but it full.
i dont want to take the red elevator its lights fliker and people say strange things happen in there.
BUT LIKE I SAID THE ELEVATER WAS FULL SO I HAD TO. SOME GIRL SECTARIES HAD TO STEP IN WITH ME THEY WURE SO HOT.
WAN HAD WHITE LONG HAIR NICE BLACK SKIN AND A REAL TIGHT DRESS SKIRT AND WORK SUIT AND TIE AND GLASES.
The other one had pantie hoes on ... Continue»
Posted by gothicslave 1 year ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 844  |  
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Becoming Emily - Part VI

I was awoken the next morning by an annoyingly high pitched beeping sound. My first instinct was to reach over and slap the alarm clock but when I did the beeping tone didn’t cease. After a quick peek out of my window I saw that a moving truck was backing up to the Davis house next door. It had been empty for the last 6 months and I had mixed feelings about the idea of having a new neighbor. In a huff I collapsed back into bed but not 5 minutes passed when my phone rang.

“Hello?” my one was a mixture of sl**piness and annoyance.

“Emily? Hey It’s Lilly. Did I wake you?” hearing her voice ... Continue»
Posted by taboo_daddy 1 year ago  |  Categories: Hardcore, Shemales, Taboo  |  Views: 1451  |  
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SOMETHING ABOUT DANNY

What was it about my daughter's boyfriend that turned me on so much? No one characteristic comes to mind. I suppose it was a combination of things. And perhaps a certain time in my life also. I was 52, divorced, alone and quite bored.

I had been divorced from my husband Jerry for 12 years and didn't really have a steady boyfriend. Jerry and I remained friends but he seemed to be turning into an old man. I was still young at heart, or so I felt. But the more men I met the more disappointed I became. It had been getting to the point where I would rather stay in my apartment and read than go o... Continue»
Posted by couple_kinky 1 year ago  |  Categories: Fetish, First Time, Shemales  |  Views: 4009  |  
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The story of how i began crossdressing

This is copied from my blog http://cdcutiepie.tumblr.com, so the main updates will be there
i did think it would be nice to have it up here as well though :)

Entry #1:

I guess i was 17 years old and broke up with my first gf back then. barely had any sex, so was horny all the time :P


I decided to look online for couples and women who would be interested in camming with me, and a mistress responded to one of my advertisements on some swinger site (i cant remember why i actually registered there)

She told me she’s looking for a slave to entertain “them”
Thought it was a spelling... Continue»
Posted by CutiePie89 1 year ago  |  Categories: Fetish, First Time, Shemales  |  Views: 2070  |  
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Simon

This is a true story that I need to share and has completely change my sex life. I've been married to my loving husband for 20yrs and have been totally faithful. we have a good sex life and are both in our mid forties, both in good shape we also have a fifteen year old daughter.
I like dressing sexy for my husband and love him fingering me until I cum. We have often talked about me getting fuck by someone else and allow it really turns me on I have never had the courage or the intention.
My daughter has kept the same group of friends all the way through school and we have seen them al... Continue»
Posted by ghosty1000 1 year ago  |  Categories: Masturbation, Shemales  |  Views: 2200  |  
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another hot day

It was another one of those days when I knew my desires would take me over the top, it started when I met up with a nice young fella for some mutual fun, but to my suprise things were gonna be so hot I would almost lose my mind.
I met with him wearing a pair of my sweet pink panties with lace on the front but I had a suprise for him, I bought him a pair of burgandy thongs to put on and put a show on for me.
As he pranced around for me I felt my dick growning in my own panties and he noticed it, "sir, you like me in your panties" he asked me. "yea, you look like a hot bitch" I told him I noti... Continue»
Posted by frkinatl 1 year ago  |  Categories: Shemales  |  Views: 455  |  
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